HK1017669A1 - Novel tricyclic compounds and drug compositions containing the same - Google Patents
Novel tricyclic compounds and drug compositions containing the sameInfo
- Publication number
- HK1017669A1 HK1017669A1 HK99102818A HK99102818A HK1017669A1 HK 1017669 A1 HK1017669 A1 HK 1017669A1 HK 99102818 A HK99102818 A HK 99102818A HK 99102818 A HK99102818 A HK 99102818A HK 1017669 A1 HK1017669 A1 HK 1017669A1
- Authority
- HK
- Hong Kong
- Prior art keywords
- represents hydrogen
- same
- amino
- compositions containing
- tricyclic compounds
- Prior art date
Links
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D307/00—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom
- C07D307/77—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom ortho- or peri-condensed with carbocyclic rings or ring systems
- C07D307/91—Dibenzofurans; Hydrogenated dibenzofurans
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/33—Heterocyclic compounds
- A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
- A61K31/40—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having five-membered rings with one nitrogen as the only ring hetero atom, e.g. sulpiride, succinimide, tolmetin, buflomedil
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P3/00—Drugs for disorders of the metabolism
- A61P3/04—Anorexiants; Antiobesity agents
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P3/00—Drugs for disorders of the metabolism
- A61P3/06—Antihyperlipidemics
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P3/00—Drugs for disorders of the metabolism
- A61P3/08—Drugs for disorders of the metabolism for glucose homeostasis
- A61P3/10—Drugs for disorders of the metabolism for glucose homeostasis for hyperglycaemia, e.g. antidiabetics
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P43/00—Drugs for specific purposes, not provided for in groups A61P1/00-A61P41/00
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C307/00—Amides of sulfuric acids, i.e. compounds having singly-bound oxygen atoms of sulfate groups replaced by nitrogen atoms, not being part of nitro or nitroso groups
- C07C307/04—Diamides of sulfuric acids
- C07C307/10—Diamides of sulfuric acids having nitrogen atoms of the sulfamide groups bound to carbon atoms of six-membered aromatic rings
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C311/00—Amides of sulfonic acids, i.e. compounds having singly-bound oxygen atoms of sulfo groups replaced by nitrogen atoms, not being part of nitro or nitroso groups
- C07C311/01—Sulfonamides having sulfur atoms of sulfonamide groups bound to acyclic carbon atoms
- C07C311/02—Sulfonamides having sulfur atoms of sulfonamide groups bound to acyclic carbon atoms of an acyclic saturated carbon skeleton
- C07C311/08—Sulfonamides having sulfur atoms of sulfonamide groups bound to acyclic carbon atoms of an acyclic saturated carbon skeleton having the nitrogen atom of at least one of the sulfonamide groups bound to a carbon atom of a six-membered aromatic ring
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C311/00—Amides of sulfonic acids, i.e. compounds having singly-bound oxygen atoms of sulfo groups replaced by nitrogen atoms, not being part of nitro or nitroso groups
- C07C311/30—Sulfonamides, the carbon skeleton of the acid part being further substituted by singly-bound nitrogen atoms, not being part of nitro or nitroso groups
- C07C311/37—Sulfonamides, the carbon skeleton of the acid part being further substituted by singly-bound nitrogen atoms, not being part of nitro or nitroso groups having the sulfur atom of at least one of the sulfonamide groups bound to a carbon atom of a six-membered aromatic ring
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D209/00—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom
- C07D209/56—Ring systems containing three or more rings
- C07D209/80—[b, c]- or [b, d]-condensed
- C07D209/82—Carbazoles; Hydrogenated carbazoles
- C07D209/88—Carbazoles; Hydrogenated carbazoles with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to carbon atoms of the ring system
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D333/00—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom
- C07D333/50—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom condensed with carbocyclic rings or ring systems
- C07D333/76—Dibenzothiophenes
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C2603/00—Systems containing at least three condensed rings
- C07C2603/02—Ortho- or ortho- and peri-condensed systems
- C07C2603/04—Ortho- or ortho- and peri-condensed systems containing three rings
- C07C2603/06—Ortho- or ortho- and peri-condensed systems containing three rings containing at least one ring with less than six ring members
- C07C2603/10—Ortho- or ortho- and peri-condensed systems containing three rings containing at least one ring with less than six ring members containing five-membered rings
- C07C2603/12—Ortho- or ortho- and peri-condensed systems containing three rings containing at least one ring with less than six ring members containing five-membered rings only one five-membered ring
- C07C2603/18—Fluorenes; Hydrogenated fluorenes
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Veterinary Medicine (AREA)
- Life Sciences & Earth Sciences (AREA)
- Diabetes (AREA)
- Public Health (AREA)
- Medicinal Chemistry (AREA)
- General Health & Medical Sciences (AREA)
- Pharmacology & Pharmacy (AREA)
- Animal Behavior & Ethology (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- General Chemical & Material Sciences (AREA)
- Engineering & Computer Science (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Hematology (AREA)
- Obesity (AREA)
- Emergency Medicine (AREA)
- Endocrinology (AREA)
- Child & Adolescent Psychology (AREA)
- Epidemiology (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
- Heterocyclic Carbon Compounds Containing A Hetero Ring Having Oxygen Or Sulfur (AREA)
- Indole Compounds (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Furan Compounds (AREA)
- Saccharide Compounds (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP257696 | 1996-01-10 | ||
PCT/JP1996/003689 WO1997025311A1 (fr) | 1996-01-10 | 1996-12-18 | Nouveaux composes tricycliques et compositions medicamenteuses contenant ces composes |
Publications (1)
Publication Number | Publication Date |
---|---|
HK1017669A1 true HK1017669A1 (en) | 1999-11-26 |
Family
ID=11533209
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
HK99102818A HK1017669A1 (en) | 1996-01-10 | 1999-07-05 | Novel tricyclic compounds and drug compositions containing the same |
Country Status (14)
Country | Link |
---|---|
US (4) | US6037362A (fr) |
EP (1) | EP0882707B1 (fr) |
JP (1) | JP2000239255A (fr) |
KR (1) | KR100395280B1 (fr) |
CN (2) | CN1083831C (fr) |
AT (1) | ATE251608T1 (fr) |
AU (1) | AU715233B2 (fr) |
CA (1) | CA2242351C (fr) |
DE (1) | DE69630319T2 (fr) |
ES (1) | ES2208772T3 (fr) |
HK (1) | HK1017669A1 (fr) |
NO (2) | NO312159B1 (fr) |
PT (1) | PT882707E (fr) |
WO (1) | WO1997025311A1 (fr) |
Families Citing this family (48)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US6025355A (en) * | 1997-05-19 | 2000-02-15 | Cambridge Neuroscience, Inc. | Pharmaceutically active compounds and methods of use |
US6040344A (en) * | 1996-11-11 | 2000-03-21 | Sepracor Inc. | Formoterol process |
PT938467E (pt) * | 1996-11-11 | 2002-11-29 | Sepracor Inc | Processo para a preparacao de isomeros opticamente puros de formoterol |
ES2149742T1 (es) | 1997-07-03 | 2000-11-16 | Asahi Chemical Ind | Nuevos compuestos triciclicos que tienen anillos saturados y composiciones medicinales que contienen los mismos. |
WO1999051564A1 (fr) * | 1998-04-06 | 1999-10-14 | Fujisawa Pharmaceutical Co., Ltd. | Derives de propanolamine |
US20030073644A1 (en) * | 1998-11-11 | 2003-04-17 | Smithkline Beecham P.L.C. | Combinations comprising a beta-agonist and a further antidiabetic agent |
EP1128845A1 (fr) * | 1998-11-11 | 2001-09-05 | Smithkline Beecham Plc | Combinaisons comprenant un beta-agoniste et un autre agent anti-diabetique |
AU751833B2 (en) * | 1998-12-15 | 2002-08-29 | Asahi Kasei Kabushiki Kaisha | Novel heterocyclic compounds and drug compositions containing the same |
TW519537B (en) * | 1999-03-26 | 2003-02-01 | Asahi Chemical Ind | Process for the preparation of tricylic amino-alcohol derivatives |
EP1174426A1 (fr) * | 1999-04-01 | 2002-01-23 | Asahi Kasei Kabushiki Kaisha | Procede de preparation de derives d'alcools amines tricycliques avec des azides |
CN1360574A (zh) * | 1999-07-09 | 2002-07-24 | 旭化成株式会社 | 制备三环氨基醇衍生物的方法 |
KR20020030802A (ko) * | 1999-09-03 | 2002-04-25 | 야마모토 카즈모토 | 삼환식 아미노 알코올 유도체의 제조 방법 |
US20030220329A1 (en) * | 1999-09-17 | 2003-11-27 | Duke University | Method of improving beta-adrenergic receptor function |
AU7447900A (en) * | 1999-10-04 | 2001-05-10 | Asahi Kasei Kabushiki Kaisha | Method for improving the solubility of tricyclic amino alcohol derivatives |
WO2001044187A1 (fr) * | 1999-12-16 | 2001-06-21 | Asahi Kasei Kabushiki Kaisha | Nouveaux composes tricycliques substitues |
US20030018061A1 (en) * | 2000-01-28 | 2003-01-23 | Kohei Ogawa | Novel remedies with the use of beta 3 agonist |
CA2407538C (fr) | 2000-04-28 | 2007-01-09 | Asahi Kasei Kabushiki Kaisha | Nouveaux composes bicycliques |
WO2001083453A1 (fr) * | 2000-04-28 | 2001-11-08 | Asahi Kasei Kabushiki Kaisha | Nouveaux composes tricycliques substitues |
WO2001083452A1 (fr) * | 2000-04-28 | 2001-11-08 | Asahi Kasei Kabushiki Kaisha | Nouveaux composes tricycliques |
GB0010757D0 (en) * | 2000-05-05 | 2000-06-28 | Astrazeneca Ab | Chemical compounds |
MXPA03005648A (es) * | 2000-12-22 | 2003-10-06 | Astrazeneca Ab | Derivados de carbazol y su uso, como ligandos de receptor del neuropeptido y5. |
JPWO2002074306A1 (ja) * | 2001-03-19 | 2004-07-08 | 旭化成ファーマ株式会社 | 脂肪肝治療薬 |
GB0121941D0 (en) * | 2001-09-11 | 2001-10-31 | Astrazeneca Ab | Chemical compounds |
KR100816527B1 (ko) * | 2001-09-12 | 2008-04-10 | 한국화학연구원 | 페닐테트라졸 유도체로 치환된 β-아미노알코올 화합물 |
ATE497948T1 (de) | 2001-10-25 | 2011-02-15 | Asahi Kasei Pharma Corp | Bicyclische verbindungen |
WO2003072573A1 (fr) | 2002-02-27 | 2003-09-04 | Pfizer Products Inc. | Formes cristallines de (r)-2-(2-(4-oxazol-4-yl-phenoxy)-ethylamino)-1-pyridin-3-yl-ethanol |
US6864268B2 (en) | 2002-02-27 | 2005-03-08 | Pfizer Inc. | β3 adrenergic receptor agonists |
CA2471646A1 (fr) | 2002-02-27 | 2003-09-04 | Yong Tao | Procedes et intermediaires utiles dans la preparation d'agonistes du recepteur .beta.3-adrenergique |
EP1424079A1 (fr) * | 2002-11-27 | 2004-06-02 | Boehringer Ingelheim International GmbH | Combinaison d'un agoniste du beta-3-récepteur et d'un inhibiteur de recaptage de sérotonine et/ou norépinéphrine |
EP1593666B1 (fr) * | 2003-02-14 | 2008-07-02 | Kissei Pharmaceutical Co., Ltd. | Derives d'amino-alcools, compositions pharmaceutiques contenant ces derives et utilisation associee |
CA2541894A1 (fr) * | 2003-10-24 | 2005-05-06 | Kissei Pharmaceutical Co., Ltd. | Derive d'amino-alcool, composition pharmaceutique contenant ce dernier, et leur utilisation |
US8501994B2 (en) | 2007-08-28 | 2013-08-06 | Sunovion Pharmaceuticals Inc. | Acetamide stereoisomer |
US7718822B2 (en) | 2007-08-28 | 2010-05-18 | Sepracor Inc. | Carbamate Stereoisomer |
CN102171191A (zh) | 2008-10-09 | 2011-08-31 | 旭化成制药株式会社 | 吲唑衍生物 |
AU2009301798B2 (en) | 2008-10-09 | 2012-03-01 | Asahi Kasei Pharma Corporation | Indazole compound |
US20100222404A1 (en) * | 2008-11-04 | 2010-09-02 | Asahi Kasei Pharma Corporation | Indazole derivative dihydrochloride |
EP2484668A4 (fr) * | 2009-09-30 | 2013-03-27 | Asahi Kasei Pharma Corp | Analogue d'indazole |
WO2012032546A2 (fr) * | 2010-09-08 | 2012-03-15 | Cadila Healthcare Limited | Procédé pour la préparation de salmétérol et de ses produits intermédiaires |
ES2394349B1 (es) | 2012-08-29 | 2013-11-04 | Fundación Centro Nacional De Investigaciones Cardiovasculares Carlos Iii | Uso de agonistas selectivos de receptores beta-3 adrenérgicos para el tratamiento de hipertensión pulmonar |
WO2014108449A1 (fr) | 2013-01-08 | 2014-07-17 | Atrogi Ab | Procédé de criblage, trousse, méthode de traitement et composé destinés à être utilisé dans une méthode de traitement |
US10478445B2 (en) | 2013-07-03 | 2019-11-19 | Georgetown University | Boronic acid derivatives of resveratrol for activating deacetylase enzymes |
US11053255B2 (en) | 2015-06-22 | 2021-07-06 | Georgetown University | Synthesis of mahanine and related compounds |
GB201714734D0 (en) | 2017-09-13 | 2017-10-25 | Atrogi Ab | New compounds and uses |
GB201714740D0 (en) | 2017-09-13 | 2017-10-25 | Atrogi Ab | New compounds and uses |
GB201714745D0 (en) | 2017-09-13 | 2017-10-25 | Atrogi Ab | New compounds and uses |
GB201714736D0 (en) | 2017-09-13 | 2017-10-25 | Atrogi Ab | New compounds and uses |
GB202205895D0 (en) | 2022-04-22 | 2022-06-08 | Atrogi Ab | New medical uses |
CN115656390B (zh) * | 2022-12-08 | 2023-03-28 | 成都苑东生物制药股份有限公司 | 一种氨酚羟考酮缓释片的含量测定方法 |
Family Cites Families (15)
Publication number | Priority date | Publication date | Assignee | Title |
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IL33573A (en) * | 1968-12-30 | 1973-10-25 | Richardson Merrell Inc | Bis-basic ethers and thioethers of fluorenone,fluorenol and fluorene |
GB1521089A (en) * | 1975-11-12 | 1978-08-09 | Valeas Srl | Aminoethanol derivatives |
FR2332010A1 (fr) * | 1975-11-18 | 1977-06-17 | Continental Pharma | Amino-alcool heterocyclique, son sel et son procede de preparation |
DK31578A (da) * | 1977-02-03 | 1978-08-04 | Allen & Hanburys Ltd | Fremgangsmaade til fremstilling af benzenderivater |
JPS5473751A (en) * | 1977-10-12 | 1979-06-13 | Yamanouchi Pharmaceut Co Ltd | Phenyl ethanolamine derivatives and their preparation |
CA1147342A (fr) * | 1977-10-12 | 1983-05-31 | Kazuo Imai | Procede de preparation de nouveaux derives de la phenylethanolamine |
JPS5553262A (en) * | 1978-10-17 | 1980-04-18 | Yamanouchi Pharmaceut Co Ltd | Phenylethanolamine derivative |
EP0023385B1 (fr) * | 1979-06-16 | 1982-12-15 | Beecham Group Plc | Dérivés d'éthanamines, leur préparation et leur utilisation dans des compositions pharmaceutiques |
JPS5950671B2 (ja) * | 1982-08-26 | 1984-12-10 | 山之内製薬株式会社 | フェニルエタノ−ルアミン誘導体およびその製造法 |
GB8419797D0 (en) * | 1984-08-03 | 1984-09-05 | Beecham Group Plc | Compounds |
US5061727A (en) * | 1990-05-04 | 1991-10-29 | American Cyanamid Company | Substituted 5-(2-((2-aryl-2-hydroxyethyl)amino)propyl)-1,3-benzodioxoles |
CN1129443A (zh) * | 1993-06-14 | 1996-08-21 | 美国辉瑞有限公司 | 仲胺用作治糖尿病和治肥胖病药物 |
US5776983A (en) * | 1993-12-21 | 1998-07-07 | Bristol-Myers Squibb Company | Catecholamine surrogates useful as β3 agonists |
IL113410A (en) * | 1994-04-26 | 1999-11-30 | Merck & Co Inc | Substituted sulfonamides having an asymmetric center and pharmaceutical compositions containing them |
JPH08165276A (ja) * | 1994-12-14 | 1996-06-25 | Dainippon Pharmaceut Co Ltd | 2−アルキルアミノ−1−フェニルエタノール誘導体 |
-
1996
- 1996-12-18 ES ES96942564T patent/ES2208772T3/es not_active Expired - Lifetime
- 1996-12-18 CN CN96180079A patent/CN1083831C/zh not_active Expired - Fee Related
- 1996-12-18 WO PCT/JP1996/003689 patent/WO1997025311A1/fr active IP Right Grant
- 1996-12-18 AT AT96942564T patent/ATE251608T1/de not_active IP Right Cessation
- 1996-12-18 EP EP96942564A patent/EP0882707B1/fr not_active Expired - Lifetime
- 1996-12-18 CA CA002242351A patent/CA2242351C/fr not_active Expired - Fee Related
- 1996-12-18 PT PT96942564T patent/PT882707E/pt unknown
- 1996-12-18 KR KR10-1998-0705300A patent/KR100395280B1/ko not_active IP Right Cessation
- 1996-12-18 AU AU11708/97A patent/AU715233B2/en not_active Ceased
- 1996-12-18 US US09/101,232 patent/US6037362A/en not_active Expired - Fee Related
- 1996-12-18 DE DE69630319T patent/DE69630319T2/de not_active Expired - Lifetime
-
1998
- 1998-07-10 NO NO19983197A patent/NO312159B1/no not_active IP Right Cessation
-
1999
- 1999-07-05 HK HK99102818A patent/HK1017669A1/xx not_active IP Right Cessation
- 1999-12-28 US US09/472,937 patent/US6187809B1/en not_active Expired - Fee Related
-
2000
- 2000-02-23 JP JP2000045460A patent/JP2000239255A/ja not_active Withdrawn
- 2000-11-02 CN CN00131988A patent/CN1295064A/zh active Pending
- 2000-11-16 US US09/713,202 patent/US6545053B1/en not_active Expired - Fee Related
-
2001
- 2001-06-11 NO NO20012876A patent/NO20012876D0/no not_active Application Discontinuation
-
2002
- 2002-09-30 US US10/259,462 patent/US20030139475A1/en not_active Abandoned
Also Published As
Publication number | Publication date |
---|---|
US6187809B1 (en) | 2001-02-13 |
CA2242351C (fr) | 2003-03-11 |
KR19990077162A (ko) | 1999-10-25 |
EP0882707A1 (fr) | 1998-12-09 |
US6037362A (en) | 2000-03-14 |
DE69630319D1 (de) | 2003-11-13 |
KR100395280B1 (ko) | 2004-06-04 |
JP2000239255A (ja) | 2000-09-05 |
NO312159B1 (no) | 2002-04-02 |
CN1209119A (zh) | 1999-02-24 |
CN1295064A (zh) | 2001-05-16 |
DE69630319T2 (de) | 2004-07-29 |
AU1170897A (en) | 1997-08-01 |
ES2208772T3 (es) | 2004-06-16 |
CA2242351A1 (fr) | 1997-07-17 |
EP0882707A4 (fr) | 2001-04-11 |
NO20012876L (no) | 1998-09-10 |
WO1997025311A1 (fr) | 1997-07-17 |
US20030139475A1 (en) | 2003-07-24 |
NO983197L (no) | 1998-09-10 |
ATE251608T1 (de) | 2003-10-15 |
PT882707E (pt) | 2004-02-27 |
EP0882707B1 (fr) | 2003-10-08 |
AU715233B2 (en) | 2000-01-20 |
US6545053B1 (en) | 2003-04-08 |
CN1083831C (zh) | 2002-05-01 |
NO20012876D0 (no) | 2001-06-11 |
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Legal Events
Date | Code | Title | Description |
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PF | Patent in force | ||
PC | Patent ceased (i.e. patent has lapsed due to the failure to pay the renewal fee) |
Effective date: 20051218 |